Phillipston Vacation Rentals from $218: Search Short-Term Rentals

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Our top choices for Phillipston vacation rentals

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Ware

Grace

$206 nightly

May 31 - Jun 1

Total with taxes and fees

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Rindge

Rebecca

$255 nightly

Jun 1 - Jun 2

Total with taxes and fees

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Rindge

Moose C.

$329 nightly

Jun 7 - Jun 8

Total with taxes and fees

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Westminster

Shanna D.

$454 nightly

May 31 - Jun 1

Total with taxes and fees

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Rindge

David S.

$280 nightly

Jun 1 - Jun 2

Total with taxes and fees

2 private mountain RV pads for rent. Full hook ups

Winchester

$75 nightly

May 29 - May 30

Total with taxes and fees

John's Mountain Hideaway

Jaffrey

$452 nightly

Jun 4 - Jun 5

Total with taxes and fees

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Westminster

Shreya

$550 nightly

Jun 28 - Jun 29

Total with taxes and fees

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Top Phillipston Hotel Reviews

Copper Lantern Motor Lodge

6/10 Okay

"Everything worked fine and there were no problems. Acceptable for a cheap stay for a night. But be aware that it is quite run down."

Great Wolf Lodge Boston / Fitchburg, MA

2/10 Terrible

"While I do appreciate a early checkin, there was a mixup and I got charged not only the fee I paid online, but the full fee and deposit along check-in (deposit was expected, full charge was not but was cleared up when I brought it up, did cause my bank to place a temporary hold and lock funds up, but the vacation was still a hit). The major disappointment was finding out GWL dosent do the buffet if they have under 80% occupancy, and the normal food is quite awful, definitely not worth $140+ for one sit down meal for 3 adults. The food was sub par in most places if I'm being honest. The pizza was worse than what you could expect than a frozen pizza. Prices for things were as you would expect, high for small portions of improperly cooked food, items unavailable for purchase. While overall my kids had a great time. As parents we did not have the best time, but it's about them, not us. Overall, food was terrible this time, last time? Great, had us coming back and telling people. This time not so much. The room was nice, expected less but was quite large. Staff was great, no issues there, and the mistake charge was reversed. Though next time I will be using the room charge more, it was very convenient to have the charges come out all at once and you can quite easly get a bill at checkout to verify charges. We will absolutely be back, but next time I hope the food is better."

Cozy Lakefront Cottage

8/10 Good

"Such a cute cottage on a gorgeous lake. Our host was wonderful and happened to be on the other side of the property when we arrived and we had a chance to chat. She was super accommodating. The place had everything we needed to cook meals in the kitchen and on the grill. The house was well stocked with linens and towels. Can’t wait to go back when the weather is better."

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

10/10 Excellent

"Greatly enjoyed our stay. The host was very good at communicating with us needed. Very relaxing and peaceful home and view. The beds were very comfortable and we slept wonderfully. Enjoyed peaceful mornings on the back deck listening to the birds. We were visiting for our daughter's wedding and it gave us a peaceful retreat in which to sleep and relax in between events. Would definitely stay here again!"

Motel 6 Leominster, MA

2/10 Terrible

"Unfortunately, my experience at this hotel was not good. There appeared to be several individuals living on the property who were openly using drugs and loitering around common areas. This made me feel unsafe and uncomfortable during my stay. The hotel management should do a better job of maintaining a secure and welcoming environment for guests. I would not stay here again.”"

Find out more about Phillipston

Everything you need to know about Phillipston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Phillipston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Phillipston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Phillipston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Phillipston. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Phillipston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $218 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Phillipston rentals

At Expedia, we put the best Phillipston vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Phillipston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Phillipston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Phillipston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Phillipston?

Yes, we give you a choice of vacation rentals in Phillipston near Red Apple Farm, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Phillipston?

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: Visitors like this Phillipston vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Phillipston?

Family-friendly attractions include Jacobs Hill, whereas Millers River is a spot to enjoy the outdoors. Red Apple Farm and Brooks Woodland Preserve are a couple of places you'll find in the larger area.

What’s a vacation rental in Phillipston like?

Vacation rentals are private properties you can stay in for a long or short time in Phillipston. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

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Check prices for these dates

Our top choices for Phillipston vacation rentals

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

2 private mountain RV pads for rent. Full hook ups

John's Mountain Hideaway

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Cottage by the Castle – Downtown Spencer

2 Cabins & Sauna on Lake Monomonac

4-bedroom house in nice Holden with WiFi, AC

Terrific 3-bedroom unit in charming Leverett with AC

Enjoy your stay in an antique home in an antique toy museum!

Feels Like Home - BBQ, Yard, Fire Pit

Find vacation rentals that suit your style

Top Phillipston Hotel Reviews

Copper Lantern Motor Lodge

Great Wolf Lodge Boston / Fitchburg, MA

Cozy Lakefront Cottage

The Colonial Hotel

Doubletree by Hilton Hotel Leominster

Econo Lodge

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Motel 6 Leominster, MA

Chocksett Inn and Restaurant

Find out more about Phillipston

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